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A novel lignan glycoside compound and its preparation method and application

A technology of lignan glycosides and compounds is applied in the field of lignan glycoside compounds and their preparation, and can solve the problems of large toxic and side effects, mutation, virus resistance and the like

Inactive Publication Date: 2018-10-09
YUNNAN MINZU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, hepatitis B vaccine is mainly used for HBV prevention, but these vaccines have no effect on late stage hepatitis B patients
The current clinical first-line drugs are nucleosides and their analogs, such as lamivudine (3-TC), adefovir dipivoxil, tenofovir, telbivudine, etc. These nucleoside analogs all have toxic and side effects Large, long-term use leads to drug resistance and mutation of the virus, and the disadvantages of a large rebound of the virus after stopping the drug

Method used

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  • A novel lignan glycoside compound and its preparation method and application
  • A novel lignan glycoside compound and its preparation method and application
  • A novel lignan glycoside compound and its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0034]Take 4.5kg of dried whole plants of the genus Herbaceae, coarsely crush it to 40 mesh, use 80% ethanol to ultrasonically extract 4 times, each time for 60 minutes, and combine the extracts; filter the extracts, and concentrate under reduced pressure to 1 / 4 of the volume Stand still, filter out the precipitate, concentrate into 458g extract a; add 458g water in extract a, extract 5 times with ethyl acetate equal to the volume of water, combine the extraction phases, concentrate under reduced pressure into 152g extract b ; Use 1216g of 200 mesh silica gel to pack the column, add 456g of methanol to the extract b to dissolve, then add 121.6g of 100 mesh silica gel to mix the sample, and put it on the column after mixing the sample; the volume ratio is 1:0, 20:1, 9 respectively :1, 8:2, 1:1, 1:2, 0:1 chloroform-methanol mixed organic solvent gradient elution, the gradient eluent was collected, concentrated, monitored by TLC, and the same parts were combined to obtain 7 parts ...

Embodiment 2

[0036] Take 5 kg of dried whole plants of the genus Herbaceae, coarsely crush them to 20 meshes, use 100% ethanol to ultrasonically extract twice, each time for 50 minutes, and combine the extracts; filter the extracts, and concentrate under reduced pressure to 1 / 3 of the volume; Stand still, filter out the precipitate, concentrate into 503g of extract a; add 503g of water to extract a, extract 3 times with ethyl acetate equal to the volume of water, combine the extract phases, concentrate under reduced pressure into 178g of extract b ; Use 1424g of 160 mesh silica gel to pack the column, add 534g of methanol to the extract b to dissolve, then add 142.4g of 80 mesh silica gel to mix the sample, and put it on the column after mixing the sample; the volume ratio is 1:0, 20:1, 9 respectively :1, 8:2, 1:1, 1:2, 0:1 chloroform-methanol mixed organic solvent gradient elution, the gradient eluate was collected, concentrated, monitored by TLC, and the same parts were combined; 7 parts ...

Embodiment 3

[0038] Take 6 kg of the dried whole plant of the genus Herbaceae, coarsely crush it to 30 mesh, use 80% methanol to ultrasonically extract 4 times, each time for 30 minutes, and combine the extracts; filter the extracts, and concentrate under reduced pressure to 1 / 2 of the volume; Stand still, filter off the precipitate, concentrate into 612g of extract a; add 1224g of water to extract a, extract 4 times with n-butanol equal to the volume of water, combine the extract phases, concentrate under reduced pressure into 184g of extract b ; Use 1288g of 180 mesh silica gel to pack the column, add 368g of methanol to the extract b to dissolve, then add 220.8g of 90 mesh silica gel to mix the sample, and put it on the column after mixing the sample; the volume ratio is 1:0, 20:1, 9 respectively :1, 8:2, 1:1, 1:2, 0:1 chloroform-acetone mixed organic solvent gradient elution, the gradient eluate was collected, concentrated, monitored by TLC, and the same parts were combined to obtain 7 ...

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PUM

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Abstract

The invention discloses a preparation method and application for lignan glycoside. The novel lignan glycoside has a structural formula as shown in the specification, a molecular formula of C27H34O13 and a molecular weight of 566. The lignan glycoside is named as Perovskia lignan glycoside A (1). According to the preparation method provided by the invention, a whole dried Perovskia plant is used as a raw material; and the steps of crushing and extraction, organic-solvent extraction, silica-gel column chromatography and high-pressure liquid-phase chromatographic separation are carried out. According to the application provided by the invention, the Perovskia lignan glycoside A is applied in preparation of drugs for hepatitis B virus (HBV). In-vitro anti-HBV activity experiments show that the Perovskia lignan glycoside A can significantly inhibit HBsAg and HBeAg secreted by HepG2.2.15 cells and reduce HBV DNA in the cells. The Perovskia lignan glycoside A provided by the invention is lignan monoglucoside with a novel structure, has good activity, can be used as a leading compound of anti-HBV drugs, and has good application prospects.

Description

technical field [0001] The invention belongs to the technical field of extraction of effective plant components, and in particular relates to a lignan glycoside compound and its preparation method and application. Background technique [0002] There are about 7 species of plants in the genus Perovskia in the world, mainly distributed in Iran, Pakistan, India, Tibet and Xinjiang in my country. There are 2 species in my country's Tibet. Studies have shown that the plants of the genus Acidum are rich in abietane-type diterpenes and Icetexane-type diterpenes. These diterpenes have novel and diverse structures and have a wide range of pharmacological activities, among which the tanshinone structure has a broad-spectrum and potent anti-tumor activity. In the preliminary anti-HBV activity screening process, we found that the 90% ethanol extract of Atractylodes quinoa leaves had significant anti-HBV activity. Hepatitis B virus (HBV) is one of the viruses that seriously endanger h...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/26C07H1/08A61P31/20
CPCC07H1/08C07H15/26
Inventor 江志勇周俊朱乐钰高雪梅胡秋芬高路黄相中李干鹏
Owner YUNNAN MINZU UNIV
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